Journal of Natural Products 最新文献_第3页

Chirality Determination and Anti-inflammatory Activity of Phthalide Monomers in Angelica sinensis. 当归邻苯酞单体手性测定及抗炎活性研究。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-07-25 Epub Date: 2025-07-14 DOI: 10.1021/acs.jnatprod.5c00263

Shuai Zhang, Hong-Ting Luo, Ke-Xin Fan, Chun-Xia Liu, Zhao-Han Wang, Chu-Ning Huang, Yong-Heng Wang, Yi-Fang Li, Rong-Rong He, Xin-Luan Wang, Jian Zou, Xin-Sheng Yao, Hao Gao

{"title":"Chirality Determination and Anti-inflammatory Activity of Phthalide Monomers in Angelica sinensis.","authors":"Shuai Zhang, Hong-Ting Luo, Ke-Xin Fan, Chun-Xia Liu, Zhao-Han Wang, Chu-Ning Huang, Yong-Heng Wang, Yi-Fang Li, Rong-Rong He, Xin-Luan Wang, Jian Zou, Xin-Sheng Yao, Hao Gao","doi":"10.1021/acs.jnatprod.5c00263","DOIUrl":"10.1021/acs.jnatprod.5c00263","url":null,"abstract":"Angelica sinensis, commonly known as Dang-gui, is a renowned medicinal and edible plant. Phthalide monomers are the key bioactive components in A. sinensis, yet their optical purities and absolute configurations remain unclear. In this study, three new phthalide monomers (1-3) and 10 known ones (4-13) were isolated from A. sinensis; their chiral resolutions, absolute configurations, and anti-inflammatory activities were systematically elucidated. Our study summarizes the optical purity characteristics of phthalide monomer derivatives in Dang-gui, revealing that the optical purity of the derivatives is significantly influenced by the position of their chiral centers. When the chiral center is located at the six-membered ring or the n-butyl chain, the derivatization reaction exhibits no chiral selectivity, yielding racemates. In contrast, when the chiral center is at C-8 on the five-membered ring, the derivatization reaction shows significant chiral selectivity, favoring the formation of scalemic mixtures dominated by the S-configuration. This study provides critical insights for defining the stereochemistry of phthalides in A. sinensis and related species.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"1581-1590"},"PeriodicalIF":3.3,"publicationDate":"2025-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144625001","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

The Khamkhains, Neurotrophic Drimane-Type Sesquiterpenoids Derived from a Polyporaceous Basidiomycete Originating from Thailand. Khamkhains，源自泰国多孔担子菌的神经营养驱动型倍半萜类。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-25 Epub Date: 2025-07-16 DOI: 10.1021/acs.jnatprod.5c00669

Pathompong Paomephan, Khadija Hassan, Marco Kirchenwitz, Sebastian Pfütze, Frank Surup, Ivana Císařová, Chuenchit Boonchird, Marc Stadler

{"title":"The Khamkhains, Neurotrophic Drimane-Type Sesquiterpenoids Derived from a Polyporaceous Basidiomycete Originating from Thailand.","authors":"Pathompong Paomephan, Khadija Hassan, Marco Kirchenwitz, Sebastian Pfütze, Frank Surup, Ivana Císařová, Chuenchit Boonchird, Marc Stadler","doi":"10.1021/acs.jnatprod.5c00669","DOIUrl":"10.1021/acs.jnatprod.5c00669","url":null,"abstract":"Eight unprecedented terpenoids were isolated from submerged cultures of a polyporoid basidiomycete originating from Thailand (which had been referred to as \"Cerrena sp.\" in a previous publication) by preparative chromatography. Their chemical structures were elucidated by extensive two-dimensional nuclear magnetic resonance (NMR) spectroscopy and high-resolution mass spectrometry. One of the compounds was crystallized, and its absolute configuration was established by X-ray crystallography. Among the isolated metabolites were several members of the rare nitrogen-containing drimane type and one dimeric drimane, which consists of a nitrogen-containing monomer and a regular monomer. The latter compound represents a hitherto unknown type of terpenoid natural product. The metabolites were subjected to a biological characterization, and some of them showed significant neurotrophic effects. Notably, several of the compounds significantly enhanced the outgrowth of neurites in PC12 cells when treated with 5 ng/mL nerve growth factor. On the other hand, they were devoid of significant cytotoxic and antimicrobial effects.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"1840-1846"},"PeriodicalIF":3.6,"publicationDate":"2025-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12305638/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144647995","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

IF 3.3 2区生物学